21975-18-8

Usage

Structure

A sulfinyl alcohol with a sulfur atom, two carbon atoms, and an ethyl group bonded to a hydroxyl group

Usage

Flavoring agent in food products, precursor in the synthesis of other organic compounds

Health benefits

Potential antioxidant properties, protection against oxidative stress and inflammation, treatment of liver disease, supplement in animal feed

Upstream product

• 693-07-2 2-Chloroethyl ethyl sulfide 
• 110-77-0 2-(ethylsulfanyl)ethanol 

Downstream Products

• 110-77-0 2-(ethylsulfanyl)ethanol 

Relevant academic research and scientific papers

Oxidation of organic sulfides by N-halamine compounds

N-halamine chemistry has been an important research topic in these laboratories for over two decades, offering many exciting opportunities both from practical and pedagogical points of view. One of these opportunities is in the use of polymer- and silica gel-bound N-halamines as selective oxidizing agents for organosulfur compounds. In this study, they have been employed to selectively oxidize organic sulfides including dimethyl sulfide and chloroethyl ethyl sulfide, the chemical mustard stimulant. The latter oxidation produced the less toxic sulfoxide derivative with about 70% conversion, with no sulfone produced, and only about 30% accompanying conversion to sulfoxide hydrolysis products. In this article, we report a combination of experimental and computational results. Copyright Taylor and Francis Group, LLC.

Robust Organic Photosensitizers Immobilized on a Vinylimidazolium Functionalized Support for Singlet Oxygen Generation under Continuous-Flow Conditions

Rose Bengal was immobilized on a vinylimidazolium functionalized support, and the heterogeneous organic photosensitizer thus prepared was applied for photooxidation reactions of organic molecules under continuous-flow conditions. Substituents of the cation part of the support were found to play a crucial role in determining the lifetime of the catalyst. More than 11 days continuous operation of a flow reaction was achieved.

Surface decorated magnetic nanoparticles with Mn-porphyrin as an effective catalyst for oxidation of sulfides

Mn-porphyrin complex was anchored coordinatively to silica-coated surface of magnetic nanoparticles (SMNP). Afterward, a heterogeneous nanocatalyst (Fe3O4@SiO2-MnTCPP) has been characterized by Fourier transform infrared (FT-IR), ultraviolet-visible (UV-vis) spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), thermogravimetric analysis (TGA), and transmission electron microscope (TEM). A thermal stability up to around 350°C was verified for prepared nanocatalyst based on thermogravimetric analysis. Finally, the catalytic performance of magnetically recoverable Mn-catalyst was exploited in the green oxidation of different sulfides with urea hydrogen peroxide (UHP) in the presence of imidazole as co-catalyst in ethanol under heterogeneous conditions. The eco-friendly property of ethanol strongly induced us to employ it as the reaction solvent in this oxidation system. Complete conversion (≥99) of sulfides to the corresponding sulfoxide or sulfones was obtained for ethyl phenyl sulfide, phenyl vinyl sulfide, diallyl sulfide, thiocyanatoethane, 2-ethyl mercaptoethanol and tetrahydrothiophene. Moreover, the recovered catalysts keep constant conversion yield up to at least three cycles.

Preparation of a porphyrin-polyoxometalate hybrid and its photocatalytic degradation performance for mustard gas simulant 2-chloroethyl ethyl sulfide

By combining 5,10,15,20-tetra(4-chlorine)phenylporphyrin (TClPP) and α-Keggin polyoxometalate H5PV2Mo10O40 (H5PVMo) via a simple ion-exchange method, an organic-inorganic hybrid material [C44H28N4Cl4]1.5[H2PMo10V2O40]·2C2H6O (H2TClPP-H2PVMo) was prepared and thoroughly characterized by a variety of techniques. The homogeneous photocatalytic degradation of 2-chloroethyl ethyl sulfide (CEES) (5 μL) by H2TClPP-H2PVMo (1 × 10?6 mol/L) was studied in methanol and methanol-water mixed solvent (v/v = 1:1), in which the degradation rate of CEES reached 99.52% and 99.14%, respectively. The reaction followed first-order reaction kinetics, and the half-life and kinetic constant in methanol and the mixed solvent were respectively 33.0 min, ?0.021 min?1 and 15.7 min, ?0.043 min?1. Mechanism analysis indicated that under visible light irradiation in the air, CEES was degraded via oxidation and alcoholysis/hydrolysis in methanol and the mixed solvent. O2·? and 1O2 generated by H2TClPP-H2PVMo selectively oxidized CEES into a nontoxic sulfoxide. Singlet oxygen capture experiments showed that H2TClPP-H2PVMo (? = 0.73) had a higher quantum yield of singlet oxygen than TClPP (? = 0.35) under an air atmosphere and visible light irradiation.

Highly efficient continuous flow reactions using singlet oxygen as a "Green" reagent

Described is a new method for the efficient in situ production of singlet oxygen in a simple continuous flow photochemical reactor. The extremely large interfacial area generated by running the biphasic mixture in a narrow channel at a high flow rate ensures high throughput as well as fast and efficient oxidation of various alkenes, 1,3-dienes, and thioethers on a preparative scale.

Oxidation of 2-Chloroethyl Sulfides to Sulfoxides by Dimethyl Sulfoxide

While most organic sulfides were not oxidized by dimethyl sulfoxide (DMSO), the alkyl 2-chloroethyl sulfides and bis(2-chloroethyl) sulfide slowly reacted with DMSO to produce the corresponding sulfoxides at 25-70 deg C under nitrogen.The mechanism of the oxidation is proposed to involve nucleophilic substitution by DMSO followed by neighboring sulfur participation to form a transient sulfonium ion with a four-membered ring structure.The sulfonium ion intermediate rapidly reacts with the chloride ion to produce 2-chloroethyl sulfoxides. 2-Hydroxyethyl sulfoxides were also produced, probably due to the presence of a trace amount of water in the DMSO.This reaction demonstrates, for the first time, the unique reactivity of 2-chloroethyl sulfides in DMSO.